Chlorotrimethylsilane → HCID 23317887, compound

HRID 1981866Notes

Reaction equation

HRID 1981866 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][P:11]([O-:15])[O:12][CH2:13][CH3:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.C[Si](Cl)(C)C.[O:28]=[C:29]([CH:31]=[C:32]([CH3:34])[CH3:33])[CH3:30]>C(Cl)(Cl)Cl>[CH2:13]([O:12][P:11]([CH2:10][CH2:9][CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([C:32]([CH3:34])([CH3:33])[CH2:31][C:29](=[O:28])[CH3:30])=[O:15])[CH3:14]

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 8858Mesityl oxideHCID 86740835HCID 86740835, compound

Product 1

HCID 23317887HCID 23317887, compoundYield 75.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 4-phenylbutyl phosphonous acid, ethyl ester (1 g, 0.0044 mole) in chloroform (40 ml) was added triethylamine (0.68 ml, 0.0049 mole), trimethyl silylchloride (0.62 ml, 0.0049 mole) and mesityl oxide (0.56 ml, 0.0049 mole). The reaction mixture was stirred at reflux for 18 hours. The solution was washed with H2O, followed by extraction with 5% HCl solution and brine, dried over Na2So4 ; solvent was removed in vacuo to give 1.08 g of an oil.

Workup

  1. temperatureat reflux for 18 hours
  2. washThe solution was washed with H2O
  3. extractionfollowed by extraction with 5% HCl solution and brine
  4. customdried over Na2So4
  5. customsolvent was removed in vacuo

Sources & evidence

ORD record
ord-241c692b796046ca81275377ceeba037
Source dataset
uspto-grants-1986_06
Patent number
US04594199

Reaction notes

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